I was trying to decide who to ask this but figured why not just ask everyone:
So this may sound stupid but I am still very confused with Wild Future and how to actually begin... I know that you have to pick a region or something first but where and how do you do that? I really want to start but I just can't.

Just look at the layout of someone's and do it the same, most normally just have the bio and stuff you did for your registration, and then one for your pokemon and your items.

Once you do that you need to decide where you want to start, with the options being Azalea town and Olivine city in the Johto region and Viridian or Cerulean in the Kanto region. It appears Lil'twick/Lost has chosen to be your updater, maybe vm him to see if he still wishes to, otherwise i would be glad to take you on.

Once you have chosen where you want to start, go start a thread in the desired area.
For Olivine: Johto> Olivine Ocean
For Azalea: Johto>New Bark Tundra
For Viridian: Kanto>Viridian Forest
For Cerulean: Kanto> Metro Cerulean

Your first post normally just involves you arriving in the area, just talk about how your character is feeling, what they might want to do or where they might like to go. You might decide to head to the pokemon centre first or maybe head towards the local gym.

Ah, looks like TKF has you covered. For the future, if you have any WF questions, don't ask them here. Ask them either in WF's Question/Answer thread or else VM them to someone, such as Jeri, Connor, Sneaze, Rue, SS, or myself. Your updater, be it Lit, Austo, or anyone else, is also a good person to go to with questions.